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Ultrasonics promoted synthesis of thiazolidinones from 2-aminopyridine and 2-picolilamine.

Ultrasonics sonochemistry (2012-04-10)
Daniela P Gouvêa, Valéria D O Bareño, Juliano Bosenbecker, Bruna B Drawanz, Patrícia D Neuenfeldt, Geonir M Siqueira, Wilson Cunico
RÉSUMÉ

The efficient multicomponent synthesis of thiazolidinones from the reaction of arenealdehydes, mercaptoacetic acid and 2-picolilamine or 2-aminopyridine under ultrasound irradiation are reported. The reaction with 2-aminopyridine needs a Lewis acid catalysis to afford the corresponding 2-aryl-3-(pyridin-2-yl)-1,3-thiazolidin-4-ones. All novel compounds were identified and characterized by (1)H and (13)C NMR spectra. Applying the sonochemical methodology, two series of heterocyclic thiazolidinones were synthesized in good yields after short reaction times.

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Sigma-Aldrich
2-Aminopyridine, ≥99%
Sigma-Aldrich
2-Aminopyridine, 99%
Sigma-Aldrich
2-Aminopyridine, purum, ≥98.0% (NT)
Supelco
2-Aminopyridine, PESTANAL®, analytical standard